6-(三氟甲基)吡啶-2-基-2-硼酸 | 1162257-61-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 6-(三氟甲基)吡啶-2-基-2-硼酸
• 中文别名: 2-三氟甲基-6-吡啶硼酸；6-三氟甲基吡啶-2-硼酸
• 英文名称: [6-(trifluoromethyl)pyridine-2-yl]boronic acid
• 英文别名: (6-(trifluoromethyl)pyridin-2-yl)boronic acid；[6-(trifluoromethyl)-2-pyridyl]boronic acid；[6-(trifluoromethyl)pyridin-2-yl]boronic acid
• CAS: 1162257-61-5
• 化学式: C₆H₅BF₃NO₂
• mdl: MFCD08061586
• 分子量: 190.917
• InChiKey: MPRJCLNUBHVSPK-UHFFFAOYSA-N

物化性质

• 沸点：
  285.2±50.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 6-(Trifluoromethyl)pyridine-2-boronic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 6-(Trifluoromethyl)pyridine-2-boronic acid
CAS number: 1162257-61-5

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, under −20◦C.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C6H5BF3NO2
Molecular weight: 190.9

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  6-(三氟甲基)吡啶-2-基-2-硼酸 在 二氯双[二叔丁基-(4-二甲基氨基苯基)膦]钯(II) 、 氨 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 3.0h， 生成 (R)-3-(1-isopropyl-3-(6-(trifluoromethyl)pyridin-2-yl)-1H-pyrazol-5-yl)cyclopentanone
  参考文献：
  名称：

  [EN] SPIROCYCLIC CYCLIC MODULATORS OF CHOLESTEROL BIOSYNTHESIS AND THEIR USE FOR PROMOTING REMYELINATION
  [FR] MODULATEURS CYCLIQUES DE TYPE SPIROCYCLIQUES DE LA BIOSYNTHÈSE DU CHOLESTÉROL ET LEUR UTILISATION POUR FAVORISER LA REMYÉLINISATION

  摘要：

  The subject matter described herein is directed to myelin-promoting compounds of Formula I and pharmaceutical salts thereof, methods of preparing the compounds, pharmaceutical compositions comprising the compounds, and methods of administering the compounds for the treatment of disorders, such as myelin-related disorders.

  公开号：

  WO2023097233A1
• 作为产物：
  描述：

  联硼酸频那醇酯 、 2-溴-6-三氟甲基吡啶 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 生成 6-(三氟甲基)吡啶-2-基-2-硼酸
  参考文献：
  名称：

  [EN] THIAZOLOPYRIMIDINONES AS MODULATORS OF NMDA RECEPTOR ACTIVITY
  [FR] THIAZOLOPYRIMIDINONES EN TANT QUE MODULATEURS DE L'ACTIVITÉ DU RÉCEPTEUR NMDA

  摘要：

  本发明涉及某些噻唑吡咯嘧啶酮化合物，用于调节NMDA受体活性，包括这些化合物的药物组合物以及治疗神经和精神疾病的方法。

  公开号：

  WO2015052226A1

文献信息

• 1<i>H</i>-Pyrrolo[3,2-<i>b</i>]pyridine GluN2B-Selective Negative Allosteric Modulators
  作者：Christa C. Chrovian、Akinola Soyode-Johnson、Jessica L. Wall、Jason C. Rech、Jeff Schoellerman、Brian Lord、Kevin J. Coe、Nicholas I. Carruthers、Leslie Nguyen、Xiaohui Jiang、Tatiana Koudriakova、Bartosz Balana、Michael A. Letavic

  DOI：10.1021/acsmedchemlett.8b00542

  日期：2019.3.14

  Herein, we disclose a series of selective GluN2B negative allosteric modulators containing a 1H-pyrrolo[3,2-b]pyridine core. Lead optimization efforts included increasing brain penetration as well as decreasing cytochrome P450 inhibition and hERG channel binding. The series was also optimized to reduce metabolic turnover in human and rat. Compounds 9, 25, 30, and 34 have good in vitro GluN2B potency

  在本文中，我们公开了一系列含有1 H-吡咯并[3,2- b ]吡啶核的选择性GluN2B负变构调节剂。领先的优化工作包括增加脑部穿透力以及减少细胞色素P450抑制作用和hERG通道结合。该系列产品也进行了优化，以减少人和大鼠的新陈代谢。化合物9，25，30，和34具有体外GluN2B效力和良好的预测吸收好，但中等至高投影间隙。他们在体内进行了评估，以确定他们的目标参与。在大鼠中口服剂量为10 mg / kg后，所有四种化合物均达到> 75％的受体占有率。化合物9在剂量反应实验中测量了受体的占有率，发现其ED 50为2.0 mg / kg。
• 嘧啶并五元杂环类化合物及其作为突变型IDH2抑制剂的用途
  申请人：上海仕谱生物科技有限公司

  公开号：CN111825674A

  公开（公告）日：2020-10-27

  本发明涉及一种嘧啶并五元杂环类化合物及其作为突变型IDH2抑制剂的用途，具体地，本发明公开了一种可作为突变型IDH2抑制剂的嘧啶并五元杂环类化合物、或其立体异构体或互变异构体、或药学上可接受的盐、水合物或溶剂化物。本发明还涉及包含上述化合物的药物组合物及其用于制备预防和/或治疗突变型IDH2介导的疾病的药物的用途。
• Synthesis and optimization of N -heterocyclic pyridinones as catechol- O -methyltransferase (COMT) inhibitors
  作者：Zhijian Zhao、Scott T. Harrison、Jeffrey W. Schubert、John M. Sanders、Stacey Polsky-Fisher、Nanyan Rena Zhang、Debra McLoughlin、Christopher R. Gibson、Ronald G. Robinson、Nancy A. Sachs、Monika Kandebo、Lihang Yao、Sean M. Smith、Pete H. Hutson、Scott E. Wolkenberg、James C. Barrow

  DOI：10.1016/j.bmcl.2016.03.095

  日期：2016.6

  A series of N-heterocyclic pyridinone catechol-O-methyltransferase (COMT) inhibitors were synthesized. Physicochemical properties, including ligand lipophilic efficiency (LLE) and c log P, were used to guide compound design and attempt to improve inhibitor pharmacokinetics. Incorporation of heterocyclic central rings provided improvements in physicochemical parameters but did not significantly reduce

  合成了一系列的N-杂环吡啶酮儿茶酚-O-甲基转移酶（COMT）抑制剂。物理化学特性（包括配体亲脂效率（LLE）和c  log  P）用于指导化合物设计并尝试改善抑制剂的药代动力学。杂环中心环的纳入提供了理化参数的改善，但没有显着降低体外或体内清除率。然而，化合物11被确定为有效的抑制剂，具有足够的体内暴露量，可显着影响多巴胺代谢产物高香草酸（HVA）和二羟基苯基乙酸（DOPAC），并指示中枢COMT抑制作用。
• Dual Inhibition of <i>Mycobacterium tuberculosis</i> and the Host TGFBR1 by an Anilinoquinazoline
  作者：Meganathan Nandakumar、Anja Ollodart、Neil Fleck、Nirav R. Kapadia、Andrew Frando、Vishant Boradia、Jeffery L. Smith、Junxi Chen、William J. Zuercher、Timothy M. Willson、Christoph Grundner

  DOI：10.1021/acs.jmedchem.3c01273

  日期：2023.11.9